Chesterfield Court House Vacation Rentals

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Our top choices for Chesterfield Court House vacation rentals

Apartment in Church Hill

The Studio@ Eanes Drug
10.0 out of 10, Exceptional, (53)
"It was a very nice place, very welcoming."
United States
Brenda C.
$135 nightly
The price is $173
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Studio@ Eanes Drug

Vacation Home in Downtown Richmond

Cozy walkable downtown retreat, 3 minutes to VCU
9.0 out of 10, Wonderful, (16)
"Great stay."
United States
Conner J.
$421 nightly
The price is $539
Dec 14 - Dec 15
Total with taxes and fees
Cozy walkable downtown retreat, 3 minutes to VCU

Apartment in Church Hill

Historic Haven in Church Hill
10.0 out of 10, Exceptional, (44)
"Great place, great location!"
United States
Janet F.
$145 nightly
The price is $186
Jan 4 - Jan 5, 2026
Total with taxes and fees
Historic Haven in Church Hill

Vacation Home in Sauer's Gardens

The Sweet Family retreat/Fenced & Free Parking
9.6 out of 10, Exceptional, (59)
"Great stay! Will be coming back if it’s available next time we come to Richmond. "
United States
Evan R.
$225 nightly
The price is $248
Dec 14 - Dec 15
Total with taxes and fees
The Sweet Family retreat/Fenced & Free Parking

Houseboat in Richmond

Cookie B
3.0 star property
9.6 out of 10, Exceptional, (7)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
$164 nightly
The price is $187
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cookie B

Houseboat in Richmond

MV GiaMaria
3.5 star property
9.2 out of 10, Wonderful, (16)
"We liked the coziness of the boat, the views of the river, the surrounding areas were beautiful. The only negative thing we could say was that due to the ran/wind the boat creaked and it made it hard to sleep for one of our nights."
United States
warren
$163 nightly
The price is $186
Jan 1 - Jan 2, 2026
Total with taxes and fees
MV GiaMaria
9.2 out of 10, Wonderful, (26)
"Good value, easy access to everything, "
United States
Mia B.
Vibrant 1-Bedroom Loft with Free Parking and Wifi

Apartment in Downtown Richmond

Downtown Living in Historic Richmond Loft
8.2 out of 10, Very Good, (64)
"Perfect property. It was exactly what the pictures represented and our host was extremely helpful and responsive. Would highly recommend! "
United States
Mike L.
$251 nightly
The price is $272
Dec 14 - Dec 15
Total with taxes and fees
Downtown Living in Historic Richmond Loft
3.5 star property
8.8 out of 10, Excellent, (18)
"The neighborhood was quiet and it has nice food places around "
United States
Tyesha
Landing Apartments near Virginia Union University
10.0 out of 10, Exceptional, (225)
"Perfect home for our girls golfing trip"
United States
Kay S.
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
2.0 star property
10.0 out of 10, Exceptional, (3)
"House was very clean & spacious. Loved that every room had its own bathroom and great location!! Property manager was responsive and accommodating. "
United States
Rachel L.
Spacious 5BD 5.5BA house in the Heart of Richmond
2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location. My family enjoyed our time here. "
United States
Angela F.
$486 nightly
The price is $539
Dec 16 - Dec 17
Total with taxes and fees
Spacious Carytown Home: 6BR, Free Parking!
2.8 out of 10, (6)
"The property was in a great location to the places we needed to be. We were disappointed that there was 1 bath towel, no wash clothes and two hand towels for our use. The listing stated two bedrooms, it was one bedroom with a pull out sofa however stated the unit slept 5. There were no sharp knives in the unit. I normally carry a ton of items and have gotten out of the habit as these are things that should be standard items in the units. "
United States
Carol R.
Luxury Apt in Diamond District - Scott’s Addition
10.0 out of 10, Exceptional, (8)
"It was a nice stay the host was prompt and answered any questions or concerns right away, she was very polite and helpful to me and family "
United States
Jessica H.
$254 nightly
The price is $305
Jan 6 - Jan 7, 2026
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
10.0 out of 10, Exceptional, (52)
"Everything was great!"
United States
Ingrid R.
$132 nightly
The price is $148
Dec 15 - Dec 16
Total with taxes and fees
Studio Nest/2Queen beds/2TVs museums/free parking
9.6 out of 10, Exceptional, (113)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
United States
Melissa
$185 nightly
The price is $222
Dec 11 - Dec 12
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
9.8 out of 10, Exceptional, (36)
"The owners were very supportive in making sure I felt safe and had a secure check in."
United States
Kandyce B.
$129 nightly
The price is $146
Dec 18 - Dec 19
Total with taxes and fees
Nest & Rest/Free Parking/Museum/City Access
9.4 out of 10, Exceptional, (34)
"Great place to stay. "
United States
Betsy L.
$161 nightly
The price is $180
Dec 16 - Dec 17
Total with taxes and fees
In the FAN/near VCU/Private Parking & fenced yard
10.0 out of 10, Exceptional, (12)
"Hasan was such a wonderful host! Everything was simple and easy! He communicated all the things we would need ahead of time and the property is lovely! I can’t wait to come back!"
United States
Isabella c.
$230 nightly
The price is $294
Dec 15 - Dec 16
Total with taxes and fees
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
9.4 out of 10, Exceptional, (74)
"Great location and very comfortable property."
United States
Patricia M.
$254 nightly
The price is $275
Dec 11 - Dec 12
Total with taxes and fees
Lovely 2 Bedroom in the Heart of The Fan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield Court House Hotel Reviews

Find out more about Chesterfield Court House

Everything you need to know about Chesterfield Court House vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield Court House vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield Court House vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield Court House vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield Court House. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterfield Court House in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield Court House rentals

At Expedia, we put the best Chesterfield Court House vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield Court House rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield Court House vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield Court House. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Chesterfield Court House?

Yes, we have vacation rentals close to the most popular attractions in Chesterfield Court House, or you can select a more secluded option if you want a relaxing place to stay. Chesterfield Court House is known for its museums.

What are some of the best vacation rentals that Chesterfield Court House has to offer?

Great Location. Close to about everywhere .Can't beat the value. Check reviews!: Visitors like this Chesterfield Court House vacation home rental. It is located on a river and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Chesterfield Court House?

Enjoy the area's cultural attractions such as Swift Creek Mill Theatre, or get outdoors into nature at a spot like Richmond National Battlefield Park. While here, Pocahontas State Park and Castlewood are other places worth a visit.

What’s a vacation rental in Chesterfield Court House like?

A vacation rental is a private property you can book for a long or short time in Chesterfield Court House. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for small groups.